4-(1-Hydroxy-3,7-dimethyl-5-oxoocta-2,6-dienyl)-3-methylideneoxolan-2-one

Details

• Internal ID: dddc1e83-3a78-481f-929e-45374aa347eb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-(1-hydroxy-3,7-dimethyl-5-oxoocta-2,6-dienyl)-3-methylideneoxolan-2-one
• SMILES (Canonical): CC(=CC(=O)CC(=CC(C1COC(=O)C1=C)O)C)C
• SMILES (Isomeric): CC(=CC(=O)CC(=CC(C1COC(=O)C1=C)O)C)C
• InChI: InChI=1S/C15H20O4/c1-9(2)5-12(16)6-10(3)7-14(17)13-8-19-15(18)11(13)4/h5,7,13-14,17H,4,6,8H2,1-3H3
• InChI Key: FQUMNEMBNIZUPZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9467	94.67%
Caco-2	+	0.5880	58.80%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7710	77.10%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9203	92.03%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8246	82.46%
P-glycoprotein inhibitior	-	0.9054	90.54%
P-glycoprotein substrate	-	0.5166	51.66%
CYP3A4 substrate	+	0.5670	56.70%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8970	89.70%
CYP3A4 inhibition	-	0.8174	81.74%
CYP2C9 inhibition	-	0.6971	69.71%
CYP2C19 inhibition	-	0.7617	76.17%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	-	0.7645	76.45%
CYP2C8 inhibition	-	0.9240	92.40%
CYP inhibitory promiscuity	-	0.8738	87.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8871	88.71%
Carcinogenicity (trinary)	Non-required	0.5879	58.79%
Eye corrosion	-	0.9575	95.75%
Eye irritation	-	0.5270	52.70%
Skin irritation	-	0.6538	65.38%
Skin corrosion	-	0.9113	91.13%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5908	59.08%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5343	53.43%
skin sensitisation	-	0.6809	68.09%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5614	56.14%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5606	56.06%
Acute Oral Toxicity (c)	III	0.5120	51.20%
Estrogen receptor binding	-	0.5510	55.10%
Androgen receptor binding	-	0.6544	65.44%
Thyroid receptor binding	-	0.7099	70.99%
Glucocorticoid receptor binding	+	0.5744	57.44%
Aromatase binding	-	0.7253	72.53%
PPAR gamma	-	0.5739	57.39%
Honey bee toxicity	-	0.8844	88.44%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9607	96.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.01%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.55%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.00%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.72%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.79%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.49%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.41%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	83.77%	91.19%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.66%	90.08%
CHEMBL3401	O75469	Pregnane X receptor	82.41%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.39%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.43%	100.00%

Plants that contains it

• Anthemis auriculata

Cross-Links

• PubChem: 73069239
• LOTUS: LTS0257445
• wikiData: Q104999893